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MW 300.4 Da, Purity >98%. High affinity, endogenous retinoic acid receptor (RAR) agonist (IC50= 14 nM for RARα, RARβ and RARγ). Active metabolite of vitamin A. Acts as a transcription factor to regulate the growth and differentiation of normal and malignant cells and capable of inhibiting prostaglandin-endoperoxide synthase 2 expression.

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CAS number

5300-03-8

Purity

> 98%

Form

Solid

Molecular weight

300.4 Da

Molecular formula

C20H28O2

PubChem identifier

449171

Nature

Synthetic

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United States

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MW 300.4 Da, Purity >98%. High affinity, endogenous retinoic acid receptor (RAR) agonist (IC50= 14 nM for RARα, RARβ and RARγ). Active metabolite of vitamin A. Acts as a transcription factor to regulate the growth and differentiation of normal and malignant cells and capable of inhibiting prostaglandin-endoperoxide synthase 2 expression.

Key facts

Purity

> 98%

PubChem identifier

449171

Solubility

In water, 0.126 mg/L at 25 °C (est). In ethanol, 7.01 mg/g at 25 °C.

Biochemical name

Alitretinoin

Biological description

High affinity, endogenous retinoic acid receptor (RAR) agonist (IC50= 14 nM for RARα, RARβ and RARγ). Active metabolite of vitamin A. Acts as a transcription factor to regulate the growth and differentiation of normal and malignant cells and capable of inhibiting prostaglandin-endoperoxide synthase 2 expression.

Canonical SMILES

CC1=C(C(CCC1)(C)C)C=CC(=CC=CC(=CC(=O)O)C)C

Isomeric SMILES

CC1=C(C(CCC1)(C)C)/C=C/C(=C\C=C\C(=C\C(=O)O)\C)/C

InChI

InChI=1S/C20H28O2/c1-15(8-6-9-16(2)14-19(21)22)11-12-18-17(3)10-7-13-20(18,4)5/h6,8-9,11-12,14H,7,10,13H2,1-5H3,(H,21,22)/b9-6+,12-11+,15-8-,16-14+

InChIKey

SHGAZHPCJJPHSC-ZVCIMWCZSA-N

IUPAC name

(2E,4E,6Z,8E)-3,7-dimethyl-9-(2,6,6-trimethylcyclohexen-1-yl)nona-2,4,6,8-tetraenoic acid

Storage

Shipped at conditions

Ambient - Can Ship with Ice

Appropriate long-term storage conditions

-20°C

Storage information

It is important to note that this product is reported to be light sensitive, Store in the dark, Store under desiccating conditions, The product can be stored for up to 12 months

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Product protocols

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